Stable concentrated naphthol solutions



April 21, 1959 P. F. SPITZER, JR., ETAL 2,833,253

STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26. 1958 Q6 SheetsF-S heet 1 35-40 x H YDROX Y/VAPH 7' H016 A/V/L IDE PROTECTIVE GOLLO/D 6 OAUST/C SODA WA TE I? E THYLE/VE GLYOOL I METHA/VOL IN mks. PENN 5 1-251? JR.

L P RR) By LESLIE L E AGENZ' 'Aprll 21, 1959 P. F. SPITZER, JR., ETAL 2,883,253

7 STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26. 1958 56 Sheets-Sheet 2 35-40% HYDROXYNAPHTHO/O AN/L IDE TEOT/VE 00LLO/D=l% GAUST/O 500A WA TER AVAV VAVA AVAVAgAVAVA B AVAVAV ,VAVAVA AYAVA A AVAVA A AvAvAvAv VAVAVAVA VAVA 4 AVAV AVA VV AVA AVAVAV g f AVAVAVA AVAVAVAVAV ol g a VAVAVAVAVA AVAVAVAV 25% 6: q VAVAVAVA AVAVAV o VAV O M" VVV AVAV o -AVAVAVA AAA a AV Q0 VAVAVAV I VAVAVAVA o,

0 AVAVAVAVAVA 5 AVAVAVAVAVA a 0/ VVVVVV VVVVVVV \s ETHYL E NE GLYOOL METHANOL INVENTORS.

PEN/V F. SP/TZEH JR.

5) LESLIE L. PERRY April 21, 1959 P. F. SPlTZER, JR, ETAL 2,833,258

STABLE CONCENTRATED NAPHTHOL SOLUTIONS 7 Filed May 26, 1958 36 Sheets-Sheet 3 35 40% H YDROX YNAPH THO AN/L IDE PROTECTIVE GOLLOID/fi,

TE I? M AAAAA o ey v .l I AAAAA AYAVAVAV.YAYAVAVA AVAYAY VAYAVA O Na ETHYLE/VE GLYGOL MET'Md/VOL rrvvervroks. PEN/V E SP/TZER .m.

LESLIE L. PERRY Apnl 21, 1959 P. F. SPITZER, JR., ETAL' 2,883,258

STABLE CONCENTRATED NAPHTHOL SOLUTIONS I Filed May 26, 1958 55-40% HYDROXY/VAPHTHOIG A/V/L/DE Y A T v 5 VAVAYAVA 4 AVAY o v v v E THYLE/VE GLYG' OL vIVE TIM/V01.

INVENTORS. PENN SP/T'ZEP JR By LESLIE L. PERRY (%7 AGNT 56 Sheets-Sheet 4 Apnl 21, 1959' P. F. SPITZER, JR, ETAL 2,883,258

STABLE CONCENTRATED NAPHTHOL ,SOLUTIONS Fild May 26, 1958 as sheets-sheet 5 15-20% HYDROX Y/VA PH THO/0 N/ TRA lV/L IDE lVaOH WATER m 1 34 AVAVAVAE a g? 2 AVAVAVA AVAVAVAVA J VAVAYAVAVA 1W .Y vggg AV v 2 van AYAVA 6? Ya VAVAVAYA Q v vvvvv \s' ETHYLENE aLYaaL METHYL cor/o1.

fi i5:

INVE/VTDRS.

P N E TZER ESL/ PER AGENT.

Apnl 21, 1959 P. F. SPITZER, JR, ETVAL 2,883,258

' STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26, 1958 I56 Sheets-Sheet a /520% HYDROXY/VAPHTHO/C m NITRA/V/L/DE 4 NaOH WA TE I? AVAVAV g YAY R W I ETHYLE/VE GLYCOL METHYL ALCOHOL I/vv vroRs.

PEN/V SP/TZER JR. L If L. PERRY AGE/VI Apnl 21/1959 P. F. SPlTZER, JR., ET AL 2,833,258

' STABLE CONCENTRATED NAPI-ITHOL SOLUTIONS Filed May 26, 1958 36 Sheets-Sheet 7 Iii-20 H YDROX Y/VA PH THO/G I7! 1% TgZ/V/L IDE YYVVVV 4 AA J AVA 77. AVA 6 AVAVAVA YAVAVA AVAYAYAYAY v YAYAYAYAVA AVAVAVAY.VAVAVAYA AVAVAY' AV vrmnv AVAV-AVAVAVAAVAVAVAVA Mr vvvv vvvv A vvvvvvv v ETHYLE/VE GLYCOL METHYL ALCOHOL .r/WE/vmRs. P /v F SP/TZER ESL/E 1.. PER

AVAVAVAY *1 a v AVAVAV o a, v

April 1959 P.- F. SPITZER, JR, ET AL 2,883,258

STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26, 1958 36 Sheets-Sheet 8 l5-20 H YD/POX Y/VAPH THO/6 ETHYLE/VE 6L YCOL ME THA/VOL INVENTORSZ PENN E .SP/ 725 R. L E 5L IE L. PE

AGE/VT April 21, 1959 STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26, 1958 36 Sheets-Sheet 9 35-40% HYDROXY/VAPH7710/6-0-TOLU/D/DE WATER am KOH v ETHYLE'NE GLYCOL METHYL ALCOHOL 3&5

INVENTORS. PENN E SPHZEI? JR.

5y LESLIE 1.. PERRY P. F. SPITZER, JR. ET AL 2,833,258

AGE/VI EfHYLE/VE GLYCOL April 1959 P. F. SPITZER, JR., ETAL 2,883,258

STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26, 1958 36 Sheets-Sheet 1o AA AA AYA'AYAV 1 VAYA'AYA AYAYA' o AV 0 YA 0; VAYAYA o -YAVA AVA YYYV 0 VVVY 0,,

METHYL ALCOHOL INVENTORS. PENN I. SP/TZER JR: 5y LESLIE L. PERRY AGENT.

35-40% HYDROXYNAPH7'H0/0-0- TOLU/D/DE ma rm April 21, 1959 STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26, 1958 36 Sheets-Sheet 11 35 -40% H YDROX Y/VA PHT HO/G- O-TOLU/D/DE' WATER 9. .9 95 KOH I/V 70/?6. PENN F. TZER JR. LESLIE L. PERRY AGENZ' P. F. SPITZER, JR, ETAL 2,833,253 r Apnl 21, 1959 P. F. SPITZER, JR., ETAL 83, STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26, 1958 36 Shgbts-Sheet 12 35-40% H man/VA PHTHO/G-O- row/0m I mare? /0.e% KOH VAVA A'Y'AYAYAYAYAY #31? 161615 vvvv vvv INVENTORS. PENN E TZER JR LESL/ PERRY April 21, 1959 P. F. SPITZER, JR, ETAL 2,833,258

S TABLE CONCENTRATED NAPHTHOL SOLUTIONS W Filed May 26, 1958 36 Sheets-Sheet. 13

35- 40% H YDROXYNAPHTHO/O-O-TOL UlD/DE WA TE R I l. 7% KOH AAA YAVAYAVA AAAA AYAVAVAV AYVAY INVENTORS.

, PENN E SPITZER JR.

LESLIE L. PERRY April 21, 1959 P. F. SPITZER, JR., ETAL 8 STABLE CONCENTRATED NAPHTHOL SOLUTIONS F iled May 26, 1958' as Sheets-Sheet 1s i5 40 HYDRO/Y Y/VAPHTHO/GUA/V/S'lD/DE WATER E THYL E NE GLYGOL METHANOL I/Wavrms. PEN/V- E SP/TZER 1.551.115 L. PER

AGE/VT.

April 21, 1959 P. F. SPITZER, JRQ ErAL- 2,883,258

STABLE CONCENTRATED NAPHTHOL SOLUTIONS 4 Filed May 26, 1958 35 40%HYDROXY/VAPHTHO/G"O'AN/S/D/DE WATER .Z'IVVENTO/FS. PEN/V E TZER JR.

LE-SL/ PERRY AGE/V7:

36 Sheets-Sheet 16 Apnl 21, 1959 P. F. SPITZER, JR, ET AL 2,833,253

STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26. 1958 36 Sheets-Sheet 17 35-4 H YDROX Y/VA PH THO/G '0 AN/S/D/DE 8% IVaOH AVAVAVAYAV AVAVAVAV 4 2 c, v AVAVAY N (2" v AVAV o VAVAVA AVAVA 2 AV 0 v AYAVAVAV l0 vvvv w :9 AVAVAVAVAVA k 6/- vvvvvv \a,

ETH YL ENE 61. YG'OL MET/1A NOL PENN E .S'P/TZER JR. LESLIE L. PERRY Apn] 21, 1959 P. F. SPITZER, JR., ET AL ,2 1 STABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26, 1958 56 Sheets-Sheet 19 35"40 H YDROX YNA PH THO/6 6 NA PH THY L AM/DE PROTECT/V5 COLL 0/0? 500/ HYDROX/DE 5% WAT I AAAA 225% A AVAVAVA vv WV V O W 5 w m vvv vw/vvgwA/vww/w $535 o/vvvvvvi ETHYLE/VE GLYCOL METHANOL INVENTORS. PEN/V E SP/TZER JR.

AGE/VT April 21, 1959 P. F.SPITZER,JR., ETAL 2,883,258

S TABLE CONCENTRATED NAPHTHOL SOLUTIONS Filed May 26. 1958 36 Sheets-Sheet 20 35-40%HYOROX PHTHO/6/3 IVAPHTHYLAM/DE morsar 004mm; 1% 0408776 soon 6% ME THA/VUI.

INVENTORS. PENN E .SP/TZEI? JR. LESLIE L. PERRY 

1. A CONCENTRATED SOLUTION OF HYDROXYNAPHTHOIC ANILIDE COMPRISING FROM 35 TO 40 PARTS OF HYDROXYNAPHTHOIC ANILIDE, AT LEAST 1.0 MOL BUT NOT MORE THAN 1.5 MOLS OF AN ALKALI METAL HYDROXIDE PER MOL OF SAID ANILIDE, WATER AND ETHYLENE GLYCOL, ALL IN PROPORTIONS REPRESENTED BY AREAS A TO D ON FIGURES 1 TO 4 OF THE ANNEXED DRAWING, SAID SOLUTION BEING CHARACTERIZED BY THE PROPERTY OF BEING STABLE ON STORAGE. 